Acetone → 3-(Hydroxymethyl)-6-[3-(trifluoromethyl)-phenyl]-1,2,4-triazolo[4,3-b]pyridazine

HRID 443507Notes

Reaction equation

HRID 443507 reaction equation
Cl[CH2:2][C:3]1[N:7]2[N:8]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1.CC(C)=[O:24]>O.[N+]([O-])([O-])=O.[Ag+]>[OH:24][CH2:2][C:3]1[N:7]2[N:8]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1

Participants

5

Reactant 2

HCID 180AcetoneHCID 127268623-(Chloromethyl)-6-[3-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

Product 1

HCID 234675663-(Hydroxymethyl)-6-[3-(trifluoromethyl)-phenyl]-1,2,4-triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 2

HCID 24470Silver NitrateCatalystHCID 962WaterSolvent

Procedure

A 1.0 g. sample of 3-(chloromethyl)-6-[3-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine is heated (50°-60° C.) in a mixture of acetone and water in the presence of silver nitrate. The mixture is filtered and the filtrate concentrated to give the product of the Example.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. customto give the product of the Example

Sources & evidence

ORD record
ord-b09295d1f68e49e99079e8df9b155206
Source dataset
uspto-grants-1981_04
Patent number
US04260755

Reaction notes

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